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1557 Long Beach Dr
Big Pine, FL, 33043
Active$3,899,000
1557 Long Beach Dr
Big Pine, FL, 33043
Active$3,899,000
6
Bedrooms
7
Bathrooms
3,029 sqft
Living Area
1976
Year Built
33,105
Lot Size (sqft)
160
Days on Market
Dock Score™
DockOnly75
GoodWhat shaped this score
✓Ocean Access
✓Bridge-free to bay & ocean
✓Fits boats up to ~100ft+ (est.)
✓Dock present
·Draft not independently verified
Est. waterfront~160 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Dock & Water AccessMLS
OceanfrontBay Front
AI Aerial Imagery Detection
Dock DetectedDeep Water Indicators
Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.
Navigation RouteDockOnly
Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.
Description
Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over the past two years and is now updated, featuring a new roof, new windows, remodeled interiors, and upgraded throughout. Offered fully furnished, the estate includes multiple structures with indoor and outdoor kitchens, central water, and electric service, allowing for immediate enjoyment and operation. Enjoy approximately 150 feet of direct oceanfront on the main parcel, complemented by additional parcels offering flexibility and long-term potential. Boating enthusiasts will appreciate the private beach, bay and ocean access, CBS dockage and boat docking, making life on the water effortless. Currently operating as a bed and breakfast with strong daily rental performance, the property is now fully operational at capacity, presenting immediate income potential. Whether envisioned as a private waterfront retreat, an owner-operated Bed & Breakfast, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
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Location
Big Pine, FL, 33043
No price history available for this property.
Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]
Listing courtesy of Keller Williams Miami Portfolio Collection via Florida Keys MLS
Last checked: July 21, 2026
Listing updated: February 23, 2026
© 2026 Florida Keys Board of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Keys Board of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Dock Score™
DockOnly75
GoodWhat shaped this score
✓Ocean Access
✓Bridge-free to bay & ocean
✓Fits boats up to ~100ft+ (est.)
✓Dock present
·Draft not independently verified
Est. waterfront~160 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Nearest Bridge Clearances
Florida Keys, critical for tall/large vessels
No bridge data available for this location.
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Mortgage Calculator
Estimate your monthly payment for this waterfront property
20%
$779,800 down
%
Principal & Interest$20,231/mo
Property Tax (est. ~1.2%, varies by county)$3,899/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$24,380
Loan Amount: $3,119,200Rate: 6.75%
Get Pre-QualifiedEstimated payments only. Actual rates and terms may vary.
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Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.